Holiday rentals with a pool in Canandaigua Lake

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Top-rated rentals with a pool in Canandaigua Lake

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Guest favourite
A private balcony offers stunning views of Canandaigua Lake, with expansive greenery and walking paths visible below. A single chair provides a space to relax and enjoy the serene surroundings, while the distant shoreline blends with the sky in soft hues.
Apartment in Canandaigua
4.83 out of 5 average rating, 29 reviews

NEW Lakeview Escape | Hot Tub | Poolside

Luxurious condo at Hotel Canandaigua: Enjoy pool, hot tub, complimentary docking, and proximity to Kershaw Park. Features modern kitchen, cozy sitting area, plush bedrooms, balcony with lake views, spa-like bathroom, and high-speed internet. Near breweries, wineries, and live music. Perfect Finger Lakes getaway! 🌟🏊 ******NOTE**** Each guest will have only 1 key fob for the condo. We recommend using the lock box and coordinating properly with you group. 🚫 There's NO Washer & Dryer in the unit

Superhost
A cozy sleeping cabin interior features warm wooden walls and a spacious bed topped with a textured white blanket and accent pillows. A small television is mounted on the opposite wall, with a mini fridge and microwave beside it. Light enters through a window and open door leading to the deck.
Guest house in Canandaigua
4.5 out of 5 average rating, 6 reviews

The Juniper at Bristol Woodlands

Relax in this sleeping cabin with bath facilities steps from your door. The cabin is inside a seasonal campground and includes all amenities of the campground. On-site are 4 walking trails, a swimming pool, camp store, 2 bath houses and activities for all. Inside the cabin you'll find air-conditioning, a mini fridge, a microwave and a Keurig for your morning coffee. You'll also have your own deck, fire pit and picnic table.*There is no running water inside the cabin and linens are not provided*

Guest favourite
Home in Penn Yan
5 out of 5 average rating, 12 reviews

3+N Promo | HotTub+Gamerm+Firepit | Dogs+EV OK

Cozy one-level 3 BR/2 BA home (sleeps 6) located on the Keuka Lake Wine Trail & offering views of Keuka Lake. A short drive to Penn Yan Village & public lake access. • Hot Tub (year-round) + In-ground Pool (seasonal - currently closed until Memorial Day 2026) • Deck w/gas grill • Firepit and Seating w/lake views • Gameroom • Putt Putt Golf • Fireplace • EV Charging • Dogs OK (max 2) The perfect place for friends & family to unwind & enjoy the Finger Lakes! <3 us to find us easily next time!

Top guest favourite
A spacious wooden deck is presented, featuring a circular above-ground pool surrounded by greenery. A shaded area is provided by a red umbrella over a dining table. Soft evening light filters through the trees, enhancing the serene outdoor space.
Flat in Seneca Falls
5 out of 5 average rating, 134 reviews

Luxury lakefront apartment - and a private pool!

This new apartment on Cayuga Lake is in the middle of New York's famous Finger Lakes. Seneca Falls is a quaint, quiet community surrounded by dozens of wineries, trails, parks, boating, fishing and more - a vacation paradise, and home to the National Women's Hall of Fame. Your private deck overlooks the lake, plus there's a private pool, deck and grill. 2 bedrooms, full tiled bath, huge modern kitchen, and hi-def TVs in the living room and bedrooms w/free Netflix, Prime Video, Hulu & Disney+.

Top guest favourite
A spacious home is set within a lush, wooded landscape, showcasing rich autumn colors. The structure features large windows, providing natural light, and is framed by verdant trees and shrubs. An expansive lawn extends in front, inviting outdoor activities.
Home in Canandaigua
4.92 out of 5 average rating, 113 reviews

Foster Hideaway - lake views, pool, hot tub.

Secluded, spacious home, overlooking Canandaigua Lake on 6 wooded and park-like acres. Breath-taking Panoramic views. Surrounded by forest and bordering a winding gully for year-round hiking. In-ground pool, 4-season hot tub on enormous deck; lovely glamping tent in woods with natural fire-pit. Gas grill and chef's kitchen for after a long day of skiing at Bristol Mountain, 12 miles away. Full gym. Wine / beer-tours, boating, golf, nature, right outside. Relax and enjoy this "Chosen Spot!"

Top guest favourite
An aerial view of a spacious log cabin is captured, showcasing its metal roof and landscaped garden. The surrounding trees and rolling hills create a natural backdrop, while Keuka Lake is visible in the distance, emphasizing the cabin’s scenic location.
Cabin in Keuka Park
5 out of 5 average rating, 62 reviews

Sky House- private sanctuary in the clouds

Float among the clouds at Sky House, where a crackling wood stove and sweeping views of Keuka Lake will leave you feeling at peace and in awe. Sky House is perfect for special celebrations, romantic getaways, personal creative retreats, or a WFH change of scenery. We are located on the Bluff with 20 acres over looking the west side of the lake. Just five minutes from Keuka Lake State Park! We’re so excited to share this slice of heaven with you! *Four wheel drive needed for winter months*

Guest favourite
Guest house in Burdett
4.95 out of 5 average rating, 206 reviews

Kline's Cottage

Welcome to our Guest house.(Klines Cottage) Our Guest House is the perfect place for 2 or a family of 4. If your 2 adults looking to explore the Finger Lakes. This is the place to stay. With the wine trail at your finger tips. If your a family of 4(5 with an infant) look no futher this is the place to stay we have a Queen sofa bed that is located in the open kitchen living room.(with a prviate bathroom and laundry area) your kids won't want to leave after you check out the backyard.

Top guest favourite
An aerial view showcases the spacious layout of the chalet surrounded by lush greenery. The property features a unique curved stone wall, a large backyard, and a wraparound driveway, leading to the inviting entrance of the home. A private pool area can be seen on the side.
Home in Canandaigua
4.97 out of 5 average rating, 38 reviews

Mountain Views, Hot Tub, Spa, Fire Pit, Game Room

Welcome to Alpine Retreat, your ultimate dream destination nestled in the heart of the picturesque Finger Lakes region! This charming mountain side chalet offers the perfect blend of luxury, comfort, and breathtaking views, making it an ideal getaway for families and friends alike. Get ready for an unforgettable Finger Lakes vacation where every moment is filled with beauty, comfort, and cherished memories. Book your stay now and embrace the true essence of mountain side living!

Top guest favourite
A vast, open landscape features rolling hills and fields of green, under a clear blue sky. Sparse trees line the edges of the property, with a distant view of a white farm structure nestled among the greenery.
Barn in Bloomfield
4.95 out of 5 average rating, 86 reviews

The Green House

Get away from it all when you stay under the stars at this beautiful farm situated on 80 acres of rolling farmland, hills and forests, with horses, chickens and Nigerian Dwarf goats. Walk out the sliding glass door to a fully fenced pool and hot tub overlooking the beautiful rolling hills and woods. We live right next to the Green House. The Famous Finger Lake Wineries and Breweries are a short drive away. We are also 20 minutes away from Bristol Mountain Ski Resort.

Guest favourite
A spacious property is set on a green lawn, bordered by trees with autumn foliage. The house features a sloping roof and a driveway leading towards the lake, which is visible in the background. The landscape showcases a serene view of the waters and surrounding hills.
Villa in Keuka Park
4.88 out of 5 average rating, 136 reviews

Villa Vino - Outstanding 4bd home w/Hot Tub & Pool

Welcome to Villa Vino. Family fun and adventure await at this outstanding home located in a quiet neighborhood perched atop the hills above Keuka Lake. This beautiful and tastefully decorated sanctuary provides the ideal location for your next vacation. Complete with a year-round Hot Tub & seasonal in-ground pool, billiard table and firepit. The whole group will be comfortable in this spacious and unique space. Conveniently located next door to Esperanza Mansion.

Top guest favourite
The living room features two comfortable leather sofas positioned across from each other, centered around a circular coffee table. A gas fireplace with a stone surround is visible, complemented by a wall-mounted TV above it. Natural light fills the space through large windows.
Home in Lima
4.96 out of 5 average rating, 174 reviews

Fireplace, theater room, & fully equipped kitchen

Enjoy this newly renovated home nestled in a private cul-de-sac with the town park with playground and walking trails literally in your back yard. Lots to do to have fun—swim in the in-ground pool, make teams for a foosball tournament, gather around the table to play board games, watch a movie in the theater room, or snuggle up by the fire and enjoy a quiet night in. Cook meals in the fully equipped kitchen or on the grill on the back patio.

Top guest favourite
Aerial view of Sylvan Springs showcases the modern cabin surrounded by vibrant autumn foliage. The serene pond reflects the colorful leaves, and a wooden dock extends into the water. The property's landscaping features a blend of trees and manicured lawn, enhancing the natural setting.
Cabin in Victor
5 out of 5 average rating, 58 reviews

The Lodge at Sylvan Springs

Less than 10 miles from downtown Rochester, Sylvan Springs is tucked away on 6 acres of private beautiful landscape of spring fed ponds, gardens, and unique nature settings. This incredible property provides a retreat for a family, small group of friends, or business colleagues. Sylvan Springs includes spacious living areas, a small indoor pool/jacuzzi, and outdoor living spaces. No pets please.

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